The Office Season 5 Premiere

The season five premiere of The Office is titled "Weight Loss," in which Jim asks Pam to marry him. The rest of the episode centers on the office's attempt to win a weight loss contest for more vacation days. The premiere aired on Thursday, September 25, 2008 at 9/8c on NBC.¹

"Weight Loss" also features the start of "a friendship" between Michael (Steve Carell) and HR rep Holly (Amy Ryan). The episode takes place during the summer, during which Pam (Jenna Fischer) leaves Jim (John Krasinski) to attend art school in New York.¹

The Office Season 5 Premiere Recap

The season 5 premiere of The Office was an episode titled "Weight Loss," in which the staff attempt to win a corporate contest to lose the most weight out of any branch. The prize is extra vacation days. Despite Michael's attempts to "encourage" the team to lose more weight—he gives a motivational speed in a Sumo suit—they lose the competition by eight pounds.

Spoilers below

One of the major highlights of the episode is when Jim asks Pam if they can meet halfway between New York and the office. Pam obliges, and when the two meet at a rest stop in the rain, Jim gets down on one knee, saying "I couldn't wait," and proposes to Pam. She smiles, and says yes.